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Novel Enantioselective Sequentially Rhodium(I)/BINAP‐ Catalyzed Cycloisomerization–Hydrogenation–Isomerization– Acetalization (CIHIA)
Author(s) -
Körber Nadine,
Rominger Frank,
Müller Thomas J. J.
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900494
Subject(s) - cycloisomerization , rhodium , chemistry , isomerization , binap , enantioselective synthesis , catalysis , bicyclic molecule , combinatorial chemistry , organic chemistry , medicinal chemistry
Linear, easily accessible alkyl and (hetero)aryl‐substituted alkynyl allyl alcohols are readily and enantioselectively transformed into 2,7‐dioxabicyclo[3.2.1]octanes by a sequential rhodium‐catalyzed process. Based on the initial cycloisomerization, the in situ generated rhodium(I)‐BINAP complex enables a subsequent reduction with hydrogen and the transformation into bicyclic frameworks.