Premium
A Concise Total Synthesis of (±)‐Mamanuthaquinone by Using an exo ‐Diels–Alder Reaction
Author(s) -
Yoon Taeyoung,
Danishefsky Samuel J.,
de Gala Susan
Publication year - 1994
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.199408531
Subject(s) - diels–alder reaction , alder , total synthesis , chemistry , computational chemistry , organic chemistry , biology , botany , catalysis
Only eight steps are required to synthesize the cytotoxic title compound 1 thanks to the unexpectedly high exo selectivity in the key step. This selectivity can most likely be attributed to steric factors; the diene contains a geminal dimethyl group, the dienophile a bulky aryl group.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom