Studies toward the total synthesis of irumamycin: stereoselective preparation of the C(15)-C(27) segment via two-directional chain synthesis

被引：5

作者：

Hirose, Tomoyasu

Sunazuka, Toshiaki

Yamamoto, Daisuke

Mouri, Mutsumi

Hagiwara, Yoshiaki

Matsumaru, Takanori

Kaji, Eisuke

Omura, Satoshi

机构：

[1] Kitasato Univ, Kitasato Inst, Minato Ku, Tokyo 1088642, Japan

[2] Kitasato Univ, Kitasato Inst Life Sci & Pharmaceut Sci, Minato Ku, Tokyo 1088642, Japan

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 03期

关键词：

D O I：

10.1016/j.tetlet.2006.11.079

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The basic structure of the C(15)-C(27) part of irumamycin (1) was synthesized. Stereoselective assembly of C16, 17, 22, and an extra C21 stereocenter was achieved by two-directional Brown's asymmetric allyl boration. Group selective PMP acetal formation and oxidative cleavage of vinyl group facilitated the differentiation of the ends of a two-direction ally synthesized chain. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：413 / 416

页数：4

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