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Stereoelectronically controlled [2,3]wittig rearrangement of isopropyl 2′-heterosubstituted-2′-alkenyloxyacetates

✍ Scribed by Akira Ishikawa; Harumi Uchiyama; Tsutomu Katsuki; Masaru Yamaguchi

Book ID: 104228634
Publisher: Elsevier Science
Year: 1990
Tongue: French
Weight: 208 KB
Volume: 31
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)97376-3

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✦ Synopsis

2,31Wittig rearrangement of 2'-heterosubstituted alkenyloxyacetic acid esters exhibited anti,Z-selectivity, which can be attributed to the interaction between the -nonbonding orbital on the ether oxygen atom and the anti-bonding orbital of carbonheteroatom bond.

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