Skip to main content
. Author manuscript; available in PMC: 2013 Mar 19.
Published in final edited form as: Angew Chem Int Ed Engl. 2012 Feb 8;51(12):2907–2911. doi: 10.1002/anie.201109033

Table 1.

Catalytic phosphitylation and deoxygenation of alcohol substrates.

graphic file with name nihms365047u1.jpg
Entry Alcohol Phosphite Deoxygenated Product
1 graphic file with name nihms365047t1.jpg
11 		graphic file with name nihms365047t2.jpg
13
>95% NMR Conversion		 Not Determined
2 graphic file with name nihms365047t3.jpg
12 		graphic file with name nihms365047t4.jpg
14
>95% NMR Conversion		 Not Determined
3 graphic file with name nihms365047t5.jpg
15 		Not Isolated graphic file with name nihms365047t6.jpg
18, 77% yielda
4 graphic file with name nihms365047t7.jpg
16 		Not Isolated graphic file with name nihms365047t8.jpg
19
68% yielda
5 graphic file with name nihms365047t9.jpg
17 		Not Isolated graphic file with name nihms365047t10.jpg
20
67% yielda
6 graphic file with name nihms365047t11.jpg
2′-Acetyl Ery A 		21 (4″-Phosphite)
83% isolated yield		 graphic file with name nihms365047t12.jpg
22
4″-deoxy Ery A
84% yieldb
a

Isolated yields of the deoxygenated species are given for the two-step process.

b

Isolated yield determined from phosphite 21 after methanol cleavage of 2′-acetyl protecting group.