Problem Set 1 (2009) Key

Problem Set 1 (2009) Key - O O TBDMS TBDMS O O TBDMS TBDMS...

Info icon This preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
UCLA Chemistry 30B Synthesis Problem Set – 1 - KEY Propose syntheses to accomplish the following transformations. Use any reagents necessary. More than one route may be possible, but the number indicates one possible number of steps. O H TBDMS 1) TBAF 2) PCC O HO TBDMS 1) TBAF 2) H 2 CrO 4 H 2 O O TBDMS O TBDMS O O TBDMS O O O O O TBDMS TBDMS 1a) O 3 b) Me 2 S O O TBDMS TBDMS O O TBDMS TBDMS 1) Br 2 2) NaNH 2 O O TBDMS TBDMS MCPBA CH 2 Cl 2 O O O O TBDMS TBDMS CH 2 I 2 Zn/Cu
Image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: O O TBDMS TBDMS O O TBDMS TBDMS O O TBDMS TBDMS H H H H OH OH OH OH 1) TBAF 2) PCC CH 2 Cl 2 2) Ph 3 P +-CH 2 CH 2 Me BuLi 1) TBAF 2) H 2 CrO 4 H 2 O 3) SOCl 2 4) Et 2 CuMgBr 1) TBAF 2) H 2 SO 4 cat 2) Ph 3 P +-CH 2 CHMe 2 BuLi 1a) O 3 b) Me 2 S 2) NaH P(OMe) 2 O O 1a) O 3 b) Me 2 S OsO 4 1) MCPBA CH 2 Cl 2 2) NaOH H 2 O 2) Ph 3 P +-CH 2 Me BuLi 3) MCPBA CH 2 Cl 2...
View Full Document

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern