Stereoselective Approaches to the Total Synthesis of (6R,4′S,6′R)-Cryptofolione

被引：14
作者：
Sabitha, Gowravaram [1 ]
Reddy, S. Siva Sankara [1 ]
Reddy, D. Vasudeva [1 ]
Bhaskar, Vangala [1 ]
Yadav, Jhillu S. [1 ]
机构：
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
来源：
SYNTHESIS-STUTTGART | 2010年 / 20期
关键词：
lactones; total synthesis; heterocycles; cyclizations; cryptofolione; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; CROSS-METATHESIS; RING; PRINS; (R)-(+)-GONIOTHALAMIN; (+)-STRICTIFOLIONE; (R)-ARGENTILACTONE; CRYPTOFOLIONE; PHEROMONES;
D O I：
10.1055/s-0030-1258215
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Total syntheses of cryptofolione were accomplished by two different routes via a common intermediate that underwent a cross-metathesis (CM) reaction with a vinyl lactone. The intermediate was prepared by coupling of an acyl anion equivalent with a chiral allyl epoxide synthon, or by Prins cyclization of a trans-cinnamaldehyde with a chiral homoallylic alcohol. Goniothalamin was obtained as a cross-metathesis product of the diacetate and vinyl lactone.
引用
收藏
页码：3453 / 3460
页数：8
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