Chiral synthesis of polyketide derived natural products .52. Stereoselective total synthesis of lysocellin, the representative polyether antibiotic of the lysocellin family .2. Synthesis of C10-C23 subunit via construction of two rings (B and C) and its condensation with C1-C9 subunit to achieve the total synthesis of lysocellin

被引：6

作者：

Horita, K

Tanaka, K

Inoue, T

Yonemitsu, O

机构：

[1] Faculty of Pharmaceutical Sciences, Hokkaido University

[2] Department of Chemistry, Okayama University of Science

来源：

TETRAHEDRON | 1996年 / 52卷 / 02期

关键词：

D O I：

10.1016/0040-4020(95)00906-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereoselective total synthesis of lysocellin (1), a representative polyether antibiotic, was achieved via construction of substituted tetrahydrofuran and gamma-lactol rings and final aldol condensation

引用

页码：551 / 564

页数：14

共 15 条

[1] Chiral synthesis of polyketide-derived natural products .51. Stereoselective total synthesis of lysocellin, the representative polyether antibiotic of the lysocellin family .1. Synthesis of C1-C9 and C16-C23 subunits
Horita, K
Inoue, T
Tanaka, K
Yonemitsu, O
TETRAHEDRON, 1996, 52 (02) : 531 - 550
[2] CHIRAL SYNTHESIS OF POLYKETIDE-NATURAL PRODUCTS .40. TOTAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC LYSOCELLIN .2. STEREOCONTROLLED SYNTHESIS OF THE C10-C23 FRAGMENT AND ITS ALDOL CONDENSATION WITH THE C1-C9 FRAGMENT TO COMPLETE THE TOTAL SYNTHESIS OF LYSOCELLIN
HORITA, K
TANAKA, K
INOUE, T
YONEMITSU, O
TETRAHEDRON LETTERS, 1992, 33 (38) : 5541 - 5544
[3] CHIRAL SYNTHESIS OF POLYKETIDE-DERIVED NATURAL-PRODUCTS .39. TOTAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC LYSOCELLIN .1. STEREOCONTROLLED SYNTHESIS OF THE C1-C9 AND C16-C23 FRAGMENTS
HORITA, K
INOUE, T
TANAKA, K
YONEMITSU, O
TETRAHEDRON LETTERS, 1992, 33 (38) : 5537 - 5540
[4] CHIRAL SYNTHESIS OF POLYKETIDE-DERIVED NATURAL-PRODUCTS .25. HIGHLY STEREOCONTROLLED TOTAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC SALINOMYCIN .3. TOTAL SYNTHESIS OF SALINOMYCIN VIA COUPLING OF C1-C9, C10-C17, AND C18-C30 SEGMENTS
HORITA, K
OIKAWA, Y
NAGATO, S
YONEMITSU, O
CHEMICAL & PHARMACEUTICAL BULLETIN, 1989, 37 (07) : 1717 - 1725
[5] CHIRAL SYNTHESIS OF POLYKETIDE-DERIVED NATURAL-PRODUCTS .23. HIGHLY STEREOCONTROLLED TOTAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC SALINOMYCIN .1. SYNTHESIS OF THE LEFT (C1-C9) AND MIDDLE (C10-C17) SEGMENTS FROM D-GLUCOSE
HORITA, K
OIKAWA, Y
YONEMITSU, O
CHEMICAL & PHARMACEUTICAL BULLETIN, 1989, 37 (07) : 1698 - 1704
[6] Studies directed towards the total synthesis of lycoperdinosides: stereoselective construction of the C1-C9 and C10-C21 segments of the molecules
Chakraborty, Tushar Kanti
Goswami, Rajib Kumar
Sreekanth, Midde
TETRAHEDRON LETTERS, 2007, 48 (23) : 4075 - 4078
[7] CHIRAL SYNTHESIS OF POLYKETIDE-DERIVED NATURAL-PRODUCTS .14. HIGHLY STEREOSELECTIVE TOTAL SYNTHESIS OF TYLONOLIDE, THE AGLYCON OF THE 16-MEMBERED MACROLIDE ANTIBIOTIC TYLOSIN .1. CONSTRUCTION OF THE C-1-C-8 CHIRAL CENTERS
TANAKA, T
OIKAWA, Y
HAMADA, T
YONEMITSU, O
CHEMICAL & PHARMACEUTICAL BULLETIN, 1987, 35 (06) : 2209 - 2218
[8] CHIRAL SYNTHESIS OF POLYKETIDE-DERIVED NATURAL-PRODUCTS .22. A STEREOSELECTIVE TOTAL SYNTHESIS OF (9S)-9-DIHYDROERYTHRONOLIDE A VIA COUPLING BETWEEN THE RIGHT-HALF (C1-C6) ALDEHYDE AND THE LEFT-HALF (C7-C15) SULFOXIDE
TONE, H
NISHI, T
OIKAWA, Y
HIKOTA, M
YONEMITSU, O
CHEMICAL & PHARMACEUTICAL BULLETIN, 1989, 37 (05) : 1167 - 1172
[9] CHIRAL SYNTHESIS OF POLYKETIDE-DERIVED NATURAL PRODUCTS .48. SYNTHETIC STUDIES OF HALICHONDRIN-B, AN ANTITUMOR POLYETHER MACROLIDE ISOLATED FROM A MARINE SPONGE .3. SYNTHESIS OF C27-C36 SUBUNIT VIA COMPLETELY STEREOSELECTIVE C-GLYCOSYLATION TO THE F-RING
HORITA, K
SAKURAI, Y
NAGASAWA, M
HACHIYA, S
YONEMITSU, O
SYNLETT, 1994, (01) : 43 - 45
[10] CHIRAL SYNTHESIS OF POLYKETIDE-DERIVED NATURAL-PRODUCTS .24. HIGHLY STEREOCONTROLLED TOTAL SYNTHESIS OF THE POLYETHER ANTIBIOTIC SALINOMYCIN .2. SYNTHESIS OF RIGHT (C18-C30) SEGMENTS FROM D-GLUCOSE, D-MANNITOL, AND ETHYL L-LACTATE
HORITA, K
NAGATO, S
OIKAWA, Y
YONEMITSU, O
CHEMICAL & PHARMACEUTICAL BULLETIN, 1989, 37 (07) : 1705 - 1716

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