146028-83-3Relevant articles and documents
A CONVERGENT GENERAL SYNTHETIC PROTOCOL FOR SYN-1,3-POLYOLS
Mori, Yuji,Takeuchi, Akio,Kageyama, Hitomi,Suzuki, Makoto
, p. 5423 - 5426 (1988)
A method for the stereoselective synthesis of syn-1,3-polyols using a chiral building block 1 is described.High syn-stereoselectivity in the reduction of β-hydroxy ketones was achieved using lithium aluminum hydride-lithium iodide.
A stereoselective synthesis of verbalactone-determination of absolute stereochemistry
Sharma,Govardhan Reddy, Ch.
, p. 7483 - 7485 (2007/10/03)
A total synthesis of verbalactone has been achieved starting from l-malic acid. A total synthesis of verbalactone has been achieved starting from l-malic acid. The two appropriately protected acid and alcohol segments were prepared from l-malic acid and l
Diastereoselective synthesis of 2,5-disubstituted 3-hydroxypyrrolidine and 2,6-disubstituted 3-hydroxypiperidine derivatives by radical cyclisation; synthesis of (+)-bulgecinine and (-)-desoxoprosopinine
Yuasa, Yoko,Ando, Jun,Shibuya, Shiroshi
, p. 793 - 802 (2007/10/03)
Cyclisation of the O-stannyl ketyl, generated from the aldehyde 17 by reaction with tributyltin hydride in the presence of AIBN, gives the 5-benzyloxymethyl-7-hydroxypyrrolooxazolidin-2-ones as a diastereoisomeric mixture of 7α-ol 18 and 7β-ol 19 (2:1), with high diastereoselectivity with respect to the 5,7a positions. (+)-Bulgecinine 8 is enantioselectively synthesised by stereospecific reduction of the ketone 20, derived from compounds 18 and 19. In a similar way, cyclisation of compound 40 gives a 2:1 mixture of compounds 41 and 42. Conversion of compound 41 into (-)-desoxoprosopinine 9 is successfully achieved.