First Stereoselective Total Synthesis of Cryptomoscatone D2 and Syntheses of (5R,7S)-Kurzilactone and (+)-Cryptofolione by an Asymmetric Acetate Aldol Approach

被引：17

作者：

Yadav, Jhillu Singh ^{[1
]}

Ganganna, Bogonda ^{[1
]}

Bhunia, Dinesh Chandra ^{[1
]}

机构：

[1] Indian Inst Chem Technol, CSIR, Div Nat Prod Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2012年 / 44卷 / 09期

关键词：

lactones; stereoselective synthesis; total synthesis; aldol reactions; cyclizations; HOMOALLYLIC ALCOHOLS; OLEFIN METATHESIS; CHIRAL SYNTHESIS; OCOTEA-BULLATA; ALPHA; ALLYLBORATION; ALLYLDIISOPINOCAMPHEYLBORANE; ORGANOBORANES; CRYPTOFOLIONE; KURZILACTONE;

D O I：

10.1055/s-0031-1290771

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient concise stereoselective total synthesis of cryptomoscatone D2 and syntheses of (5R,7S)-kurzilactone and (+)-cryptofolione, based on an asymmetric acetate aldol reaction starting from trans-cinnamaldehyde, are described. The other key reactions are a Horner-Wadsworth-Emmons reaction, a Brown's asymmetric allylation and a ring-closing metathesis.

引用

页码：1365 / 1372

页数：8

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