Unexpected Stereochemistry in the Lithium Salt Catalyzed Ring Expansion of Nonracemic Oxaspiropentanes. Formal Syntheses of (−)-(4R,5R)-Muricatacin and the Pheromone (R)-Japonilure-Reference-Cited by-同舟云学术

Unexpected Stereochemistry in the Lithium Salt Catalyzed Ring Expansion of Nonracemic Oxaspiropentanes. Formal Syntheses of (−)-(4R,5R)-Muricatacin and the Pheromone (R)-Japonilure

Published:2003-07-12 Issue:16 Volume:5 Page:2923-2926
ISSN:1523-7060
Container-title:Organic Letters
language:en
Short-container-title:Org. Lett.

Author:

Bernard Angela M.¹,Frongia Angelo¹,Piras Pier P.¹,Secci Francesco¹

Affiliation:

1. Dipartimento di Scienze Chimiche, Università degli studi di Cagliari, Cittadella Universitaria di Monserrato, S.S 554, Bivio per Sestu, I-09042 Monserrato (Cagliari), Italy

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/ol035061r

Reference44 articles.

1. Strain and reactivity: Partners for selective synthesis

2. Synthesis and synthetic applications of 1-donor substituted cyclopropanes with ethynyl, vinyl and carbonyl groups

3. Small-ring epoxides. I. Synthesis and reactions of a 4-methylene-1-oxaspiro[2.2]pentane derivative

4. Small-ring epoxides. II. 2,2,6,6,7,7-Hexamethyl-1,5-dioxadispiro[2.0.2.1]heptane

5. Oxaspiropentane. A rapid route to cyclobutanone

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