John Anthony Landi

54203058, May 30, 1995

Oct 4, 1993

8/131843

Keith M. Ramig - Orange NJ
John J. Landi - East Stroudsburg PA

Hoffmann-La Roche Inc. - Nutley NJ

C07D30932

549292

A process for the preparation of a tautomeric mixture of compounds of the formulas ##STR1## wherein W is hydrogen or C. sub. 6 H. sub. 13, which comprises treating a compound of the formula ##STR2## wherein R is unsubstituted or substituted alkoxy, arylalkoxy, aryloxy or amine and R. sup. 1 is hydrogen or when R is alkoxy, substituted alkoxy, substituted amine, unsubstituted or substituted arylalkoxy R. sup. 1 can also be metal, with a compound of the formula ##STR3## wherein W is as described above, both X and Y are reducible groups or X is hydrogen and Y is a reducible group or Y is hydrogen and X is a reducible group and, Z is hydroxy or a leaving group to form the compound of formula IV ##STR4## wherein W, X, Y and R are as defined above, the compound of formula IV is treated with a low valent metal to form a tautomeric mixture of compounds of formulas I and Ia, which are useful in the synthesis of tetrahydrolipstatin.

52741435, Dec 28, 1993

Mar 12, 1992

7/849908

Keith M. Ramig - Orange NJ
John J. Landi - East Stroudsburg PA

Hoffmann-La Roche Inc. - Nutley NJ

C09F 700
C07D30930

554123

A process for the preparation of a tautomeric mixture of compounds of the formulas ##STR1## wherein W is hydrogen or C. sub. 6 H. sub. 13, which comprises treating a compound of the formula ##STR2## wherein R is unsubstituted or substituted alkoxy, arylalkoxy, aryloxy or amine and R. sup. 1 is hydrogen or when R is alkoxy, substituted alkoxy, substituted amine, unsubstituted or substituted arylalkoxy R. sup. 1 can also be metal, with a compound of the formula ##STR3## wherein W is as described above, both X and Y are reducible groups or X is hydrogen and Y is a reducible group or Y is hydrogen and X is a reducible group and, Z is hydroxy or a leaving group to form the compound of formula IV ##STR4## wherein W, X, Y and R are as defined above, the compound of formula IV is treated with a low valent metal to form a tautomeric mixture of compounds of formulas I and Ia, which are useful in the synthesis of tetrahydrolipstatin.

58564977, Jan 5, 1999

Nov 22, 1996

8/755748

Gregory Roth - New Milford CT
John Landi - Gardner MA

Boehringer Ingelheim Pharmaceuticals, Inc. - Ridgefield CT

C07D21302
C07C21101

546285

This invention relates to process for asymmetrically producing enantiomerically pure. alpha. -cycloalkylalkyl substitututed methanamines from. alpha. -pinene. One key step of the process of this invention utilizes the oxidation product of. alpha. -pinene, hydroxy pinanone, as a chiral auxiliary to direct the stereoselective alkylation of the corresponding ketimine. This invention also relates to key intermediates useful in the processes referred to herein.