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 | Zendy

Haber Steffen | Zendy; Boese Roland | Zendy; Regitz Manfred | Zendy

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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.

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