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A 1 ‐Silyl‐1 H ‐phosphirene/1, 2‐Dihydro‐1,2‐phosphasilete Rearrangement—The Decisive Step in the Synthesis of Heterocycles Containing 2‐Phospha‐1,3‐diene Units
Author(s) -
Haber Steffen,
Boese Roland,
Regitz Manfred
Publication year - 1990
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199014361
Subject(s) - silylation , diene , chemistry , medicinal chemistry , unit (ring theory) , stereochemistry , organic chemistry , catalysis , psychology , natural rubber , mathematics education
The silyl‐substituted l‐ H ‐phosphirene 1 rearranges photochemically to the dihy‐drophosphasilete 2 . When 2 is acylated at the phosphorus atom a spontaneous 1, 3‐silyl shift leads to formation of 3 , a heterocycle with a 2‐phospha‐l, 3‐diene unit. R 1 R 3 t Bu, R 2 Ph.