A simple procedure for the synthesis of γ-hydroxy-α,β-(E)-alkenoic esters:: formal synthesis of (+)-macrosphelides A and B

被引：17

作者：

Rao, KS

Mukkanti, K

Reddy, DS

Pal, M

Lqbal, J

机构：

[1] Dr Reddys Labs Ltd, Discovery Res, Hyderabad 500049, Andhra Pradesh, India

[2] JNT Univ, Inst Sci & Technol, Div Chem, Hyderabad 500072, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 13期

关键词：

conjugate reduction; gamma-hydroxy-alpha; beta-alkenoic esters; macrosphelide;

D O I：

10.1016/j.tetlet.2005.02.004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly trans-selective conjugate reduction of 7-hydroxy-alpha,beta-alkynoic esters to produce gamma-hydroxy-alpha,beta-(E)-alkenoic esters using LiAlH4 is reported. The application of this methodology is demonstrated by a formal synthesis of the potent cell-cell adhesion inhibitors (+)-macrosphelides A and B. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2287 / 2290

页数：4

共 6 条

[1] An efficient synthesis of γ-hydroxy-α,β-unsaturated aldehydic esters of 2-lysophosphatidylcholine
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[2] Synthesis of γ-N-acylamino-β-keto esters and ethyl 5-oxazoleacetates via Ritter reaction and hydration of γ-hydroxy-α,β-alkynoic esters
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[3] TOTAL SYNTHESIS OF 2-NOR-MACROSPHELIDES A AND B
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