61950-53-6Relevant articles and documents
Improved Preparation of Enantiomerically Pure (+)-(4aS,5S)-5-tert-Butoxy-4a-methyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone
Lutz,Tietze, F.,Utecht, Jens
, p. 957 - 958 (2007/10/02)
(+)-(4aS,5S)-5-tert-Butoxy-4a-methyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone (6) is a key intermediate in the synthesis of D-homosteroids.Compound 6 was prepared in a five-step sequence via the Wieland-Miescher ketone 4, following the Eder-Sauer-Wiechert-Hajos procedure involving asymmetric intramolecular aldol condensation of the prochiral trione 2 using catalytic amounts of L-proline, with an ee of 63-70percent.Enantiomerically pure 6 was obtained by recrystallization from petroleum ether.
Two-carbon intercalation. 4-cyclooctenones by tandem application of double tebbe and claisen reactions
Philippo, Christophe M. G.,Vo, Nha Hua,Paquette, Leo A.
, p. 2762 - 2764 (2007/10/02)
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