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
收藏
页码：413 / 416
页数：4
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